Acetic Acid → tert-butyl 5-(5-(methylsulfonyl)-1,3,4-thiadiazol-2-yl)-3-(quinolin-3-yl)-1H-indole-1-carboxylate

Participants

Reaction Steps

To a stirred solution of tert-butyl 5-(5-(methylthio)-1,3,4-thiadiazol-2-yl)-3-(quinolin-3-yl)-1H-indole-1-carboxylate (38 mg, 80 μmol) in glacial HOAc (0.5 mL, 8659 μmol) with catalytic amount of NaWO4 (0.0003 mL, 4 μmol) was added dropwise H2O2, 35 wt. % solution in H2O (0.01 mL, 323 μmol) and the overall yellow mixture was stirred at RT for 1.5 h. The cloudy mixture was diluted with H2O and the resulting precipitate was filtered, washed with H2O and dried in vacuo to give tert-butyl 5-(5-(methylsulfonyl)-1,3,4-thiadiazol-2-yl)-3-(quinolin-3-yl)-1H-indole-1-carboxylate (38 mg, 94%) as a yellow solid. MS (ESI, pos. ion) m/z: 507 (M+1).

Provenance & Evidence